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304 Glen Avenue, Annapolis, MD 21401

$1,295,000
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BEDS4 BATHS3 full 1 partial SQUARE FEET3,219 MLS#MDAA2144946
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONHOMEWOOD SCHOOLANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Property Description

Just in time for Commissioning Week — walk to Navy-Marine Corps Memorial Stadium from this beautifully renovated Annapolis home that perfectly blends historic charm with modern convenience. Ideally located near downtown Annapolis and the stadium, this property offers incredible flexibility, abundant off-street parking, and a rare apartment/in-law suite above the 2-car garage. Completely renovated in 2020, the main home underwent extensive upgrades throughout plus the addition of a stunning sitting room and 2-car garage with private apartment above. While thoughtfully modernized, the home still retains the timeless charm of historic Annapolis with preserved original details throughout. The main level features an open, airy layout designed for everyday comfort and effortless entertaining. The generous living room flows into the dining area and showpiece kitchen, while the added sitting room offers a cozy retreat beside the gas fireplace. The kitchen impresses with quartz countertops, a massive center island, stainless steel appliances, pot filler, a stylish dry bar with wine fridge & bonus space for a home office. Upstairs, the primary suite offers three closets (including a walk‑in) and a beautifully appointed ensuite bath with double vanity and over-sized tile shower. Two additional bedrooms, a full bath, and conveniently located laundry complete this level. The apartment above the garage is an exceptional bonus with endless possibilities — ideal for rental income, guests, multi-generational living, or private office space. Featuring its own entrance while still connected to the main home, this 1-bedroom, 1-bath suite includes vaulted ceilings in the living/kitchen area, a private balcony off the bedroom overlooking the serene backyard, walk-in closet, dedicated washer/dryer, and beautiful walk-in tile shower. Storage is plentiful throughout the house with an added bonus of an unfinished basement and expansive floored attic. Outside, enjoy an over-sized driveway with abundant off‑street parking plus an additional gravel pad perfect for a boat or RV. The wraparound porch, backyard, and garage create an ideal setting for crab feasts, entertaining, tailgating before Navy games, and savoring the best of Annapolis living. This home truly checks every box.

304 Glen Avenue | MLS# MDAA2144946

This single family home located at 304 Glen Avenue, Annapolis, MD 21401 is currently listed for sale with an asking price of $1,295,000. This property was built in 1940 and has 4 bedrooms and 3 full and 1 partial baths with 3219 sq. ft. Glen Avenue is located in the HOMEWOOD subdivision within the ANNE ARUNDEL COUNTY PUBLIC SCHOOLS school district. Search HOMEWOOD real estate on www.yermangainesteam.com today.

Property Features

Property Type: Residential - Single Family
Basement: Interior Access, Shelving
Basement: Yes
Cooling: Heat Pump(s), Ductless/Mini-Split, Ceiling Fan(s)
Fireplaces: 1
Fuel Type: Electric
Garage: 2
Heating: Zoned, Heat Pump(s)
Home Style: Craftsman, Dwelling w/Separate Living Area
Lot Size: 0.23 Acres
Stories: 3.0
Taxes: $9,724
Year Built: 1940

Feature Descriptions

Accessibility: Chairlift
Additional Structures: Above Grade, Below Grade
Appliances: Dishwasher, Disposal, Dryer, Extra Refrigerator/Freezer, Microwave, Oven/Range - Electric, Stainless Steel Appliances, Refrigerator, Washer, Washer/Dryer Stacked, Water Heater
Exterior: Boat Storage
Exterior: Vinyl Siding
Fireplace: Gas/Propane
Flooring: Hardwood, Luxury Vinyl Plank
Interior: 2nd Kitchen, Attic, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Kitchen/Living, Dining Area, Kitchen - Island, Kitchen - Gourmet, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wood Floors
Lot: Rear Yard
Lot Dimensions: 0.23 Acre(S)
Municipality: Annapolis
Parking Features: Paved Driveway
Parking Notes: 2 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 2819
SQFT Below Finished: 400
SQFT Total Finished: 3219
Structure Type: Detached
Total Garage/Parking Spaces: 2
Water: Public

Local Schools

School District: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: RE/MAX Executive
Agency Phone: 4105448800

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Estimated Payment

$ 4,070.15 per month $2,882.11 Principal & Interest $810.33 Property Tax $377.71 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 05/16/2026. The listing information on this page last changed on 05/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 05/16/2026 5:51:13 PM EST) or Bright MLS (last updated Sat 05/16/2026 8:07:10 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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